Acetic Acid → HCID 20295988, compound

HRID 1389929Notes

Reaction equation

HRID 1389929 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]=O.[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[NH2:21].C(O)(=O)C.[C-:26]#[N:27].[K+]>O>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[CH:4]([NH:21][C:12]1[CH:13]=[CH:14][C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:11]=1)[C:26]#[N:27]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 67372,6-DichlorobenzaldehydeHCID 70572-NaphthylamineHCID 9032Potassium Cyanide

Product 1

HCID 20295988HCID 20295988, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 43.8 parts of 2,6-dichlorobenzaldehyde, 41 parts of 2-naphthalenamine and 500 parts of glacial acetic acid is added dropwise a solution of 20.3 parts of potassium cyanide in 35 parts of water. The whole is stirred for 40 hours at room temperature. The precipitated product is filtered off, washed on the filter with glacial acetic acid, with 2-propanol and petrleum ether, and dried, yielding 60 parts of 2,6-dichloro-α-[(2-naphthalenyl)amino]benzeneacetonitrile; mp. 94.8° C.

Workup

  1. filtrationThe precipitated product is filtered off
  2. washwashed on the
  3. filtrationfilter with glacial acetic acid, with 2-propanol and petrleum ether
  4. customdried

Sources & evidence

ORD record
ord-a5f34d0b8e2a402cb34cd2086f934756
Source dataset
uspto-grants-1981_01
Patent number
US04246429

Reaction notes

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